Get away for a special Valentine’s weekend in Provincetown

I know that many people do not care for Valentine’s Day, but I am not one of those people. As a general rule, frivilous holidays are my favorite variety of holiday, and as a romantic at heart, I’ve always enjoyed Valentine’s Day. However, I know the holiday can be a great source of stress for many so I wanted to share the idea of planning a weekend away to Provincetown.

Below I’ve shared the events planned at the Crown & Anchor this Valentine’s Weekend followed by some personal suggestions for couples who may be interested in visiting Provincetown but who are looking for quieter alternatives on how they can spend time together in Provincetown over Valentine’s weekend.

This Valentine’s Day celebrate love, lust and everything in between at The Crown & Anchor. The entertainment complex has fully embraced the holiday and has programming on Friday and Saturday ranging from talent shows and cabaret to underwear parties and romantic dinners. For more information about these events visit,

Friday, February 10
8:00 pm RuPaul’s Drag Race Viewing Party at the Wave Bar

8:00 pm Provincetown Follies: Saint Valentine’s Ed.
at The Paramount Club | $25 general admission/$35 VIP

9:00 pm My Slutty Valentine Underwear Party
at The Vault | $5 cover donated to AIDS Support Group of Cape Cod

9:00 pm Desserts with João Santos at The Dive Bar

Saturday, February 11
7:00 pm Dall’Italia Con Amore (From Italy with Love)
5-course Prix Fixe Italian Dinner with wine pairings for $150

7:30 pm My __ Valentine, Comedy at the Crown
at the Wave Bar | $25 general admission

9:00 pm Tunnel of Love, a Valentine’s Day Queer Formal
at The Paramount Club | $5 advance/$10 door

9:00 pm Jon Richardson at the piano at The Dive Bar

Provincetown is very quiet in February, but it can make for a romantic weekend getaway. If you feel like The Crown & Anchor may be too busy for your liking call around around. Many Inns will be closed but many remain open and their nightly rates are significantly less than if you book in the summer.

Other ideas on ways to spend a romantic weekend in Provincetown include:

Friday, February 10
Check-in at your B&B / Inn
Pre-dinner cocktail in front of the fireplace at Shipwreck Lounge
Dinner reservations somewhere cozy & quiet (your choice)
Check out a cabaret show after dinner or head back to your Inn

Saturday, February 11
Snuggle up with breakfast in bed for two
Head to Provincetown Art Assoc & Musuem
Head to Waters Edge Cinema for a Matinee & Makeout session
Dinner reservations (again your choice but HMU if you need help)
Karaoke at Pilgrim House or Party at the Crown

Sunday, February 12
Pack up and checkout
Go to PB Boulangerie in Welfleet
for coffee & croissant before you drive home


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